methyl 3-methyl-4-(methylsulfanyl)phenyl methoxy(sulfanylidene)phosphonite

• ChemBase ID: 127409
• Molecular Formular: C10H15O3PS2
• Molecular Mass: 278.328061
• Monoisotopic Mass: 278.02002297
• SMILES: S=P(OC)(OC)Oc1ccc(SC)c(c1)C
• Canonical SMILES: CSc1ccc(cc1C)OP(=S)(OC)OC
• InChI: InChI=1S/C10H15O3PS2/c1-8-7-9(5-6-10(8)16-4)13-14(15,11-2)12-3/h5-7H,1-4H3
• InChIKey: PNVJTZOFSHSLTO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-methyl-4-(methylsulfanyl)phenyl methoxy(sulfanylidene)phosphonite
• IUPAC Traditional name: fenthion
• Synonyms: Phosphorothioic Acid O,O-Dimethyl O-[3-Methyl-4-(methylthio)phenyl] Ester; ENT-25540; Baycid; Bayer 29493; Mercaptophos; O,O-Dimethyl O-[4-(Methylthio)-m-tolyl] thiophosphate; ? Dimethoxy-[3-methyl-4-(methylthio)phenoxy]-thioxophosphorane; ? O,O-Dimethyl O-[3-methyl-4-(methylthio)phenyl] phosphorothioate; ? O,O-Dimethyl O-4-methylthio-m-tolyl phosphorothioate; Fenthion; O,O′-Dimethyl O″-[3-methyl-4-(methylthio)phenyl] thiophosphate; Fenthion; O,O′-二甲基 O″-[3-甲基-4-(甲硫基)苯基]硫代磷酸酯; 倍硫磷

Database IDs

• CAS Number: 55-38-9
• EC Number: 200-231-9
• MDL Number: MFCD00055449
• Beilstein Number: 1974129
• PubChem SID: 24862533; 162221730; 24899262
• PubChem CID: 3346
• CHEBI ID: 34761
• ATC CODE: QP53BB02
• Chemspider ID: 3229
• KEGG ID: D07950
• Unique Ingredient Identifier: BL0L45OVKT
• Wikipedia Title: Fenthion

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 3.8032448
• LogD (pH = 7.4): 3.8032448
• Log P: 3.8032448
• Molar Refractivity: 73.6674 cm^3
• Polarizability: 29.401993 Å^3
• Polar Surface Area: 27.69 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 54-56 ppm (at 20 °C) in water; soluble in glyceride oils, methanol, ethanol, ether, acetone, and most organic solvents, especially chlorinated hydrocarbons
• Apperance: colorless, almost odorless liquid; 95-98% pure fenthion is a brown oily liquid with a weak garlic odor
• Melting Point: 7°C
• Boiling Point: 87°C (at 0.01 mmHg)
• Flash Point: >100 °C; >212 °F
• Density: 1.250 g/cm^3 (at 20 °C / 4 °C)
• Vapor Pressure: 4 ? 10^-5 mmHg (at 20 °C)

Safety Information

• RTECS: TF9625000
• European Hazard Symbols: Nature polluting (N); Toxic (T)
• UN Number: 2810
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 21/22-23-48/25-50/53-68
• Safety Statements: 36/37-45-60-61
• GHS Pictograms: GHS06; GHS08; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H312-H331-H341-H372-H410
• GHS Precautionary statements: P261-P273-P280-P311-P501
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2810 6.1/PG 3
• Storage Temperature: 2-8°C

Product Information

• Grade: analytical standard; PESTANAL®, analytical standard
• Packaging: ampule of 250 mg
• Empirical Formula (Hill Notation): C10H15O3PS2

DETAILS

Sigma Aldrich - 36552

Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Toronto Research Chemicals - F278000

Fenthion is an organothiophosphate used as an insecticide. Fenthion is also a potent acaricide.

REFERENCES

• Kyriakidis, N.V. et al.: Food Chem., 91, 241 (1984)
• Pati, B.R. et al.: Plant Soil, 80, 215 (1984)
• Barros, A.T. et al.: Vet. Parasitol., 96, 243 (1984)